| Stereochemistry | ABSOLUTE |
| Molecular Formula | C23H28O6 |
| Molecular Weight | 400.4648 |
| Optical Activity | ( - ) |
| Additional Stereochemistry | Yes |
| Defined Stereocenters | 2 / 2 |
| E/Z Centers | 0 |
| Charge | 0 |
| Stereo Comments | AXIAL, S |
SHOW SMILES / InChI
SMILES
COC1=CC2=C(C(OC)=C1OC)C3=C(OC)C4=C(OCO4)C=C3C[C@H](C)[C@H](C)C2
InChI
InChIKey=RTZKSTLPRTWFEV-OLZOCXBDSA-N
InChI=1S/C23H28O6/c1-12-7-14-9-16(24-3)20(25-4)22(26-5)18(14)19-15(8-13(12)2)10-17-21(23(19)27-6)29-11-28-17/h9-10,12-13H,7-8,11H2,1-6H3/t12-,13+/m1/s1
Gomisin N is the most abundant dibenzocyclooctadiene lignan present in the traditional Chinese medicinal herb Schisandra chinensis (Turcz.) Baill. In vitro assays demonstrated that Gomisin N could inhibit TGF-β induced epithelial-mesenchymal transition of 4T1 cells and of primary human breast cancer cells. Gomisin N could maintain membrane stability of rat hepatocytes under oxidative stress. Gomisin N can reduce inflammation, inhibit apoptosis, and improve cardiac function after ischemic injury. It represents a potential novel therapeutic approach for treatment of ischemic heart disease. Gomisin N produced beneficial sedative and hypnotic bioactivity, which might be mediated by the modification of the serotonergic and GABAergic system.
CNS Activity
Originator
Approval Year
PubMed
Sample Use Guides
Mice: 100, 30, or 10 mg/kg body weight every day for a total of 7 doses.
Route of Administration:
Intragastric
Malondialdehyde (MDA) formation markedly increased after the plasma of rat hepatocytes incubated with Fe2+/cysteine or Vitamin C/NADPH for 30min.Addition of Schisandrin B to the incubation mixture significantly inhibited MDA production. The inhibitory rates of MDA formation by Schisandrin B were 69 and 78, respectively.
SUBSTANCE RECORD
